Vat dyestuff



Patented June 3, 1930 UNITED. "STATES HERMANN WAGNER, 0FBAID'JSODEN-O1\T-THE-TAU1\TUS, RUDOLVEAVIBVRURNFQ 0E nocnsr ON-THE-MAIN,MAX HESSENLAND, 0E KONIGSBERG-{A'ND EBWIN HOFFA, FRITZ MI'TLLEE, ANDHANS HEYNA, 0F HocHs'r-oN-rHE- A n, GERMANY, ASSIGNORS TO GENERALANILINE WoEKs, Ind, 0F NEWYOBK, 1v. --Y., CORPORATION Q rin WARE ' VATnYEsru r n No Drawing. Original application filed May 3, 1926, Serial noeneafana in"eermah fna 6, 925; A

Divided and this application filed August 30, 1928.

Our present invention relates to vat dye-' an wherein C represents acarbon atom belong ofparticularly an a-derivative and com- A poundscapable of coupling with a hydroxy thionaphthene or an a-derivativethereofpossess eminently good properties as to fastness, in particulargreat fastnessto light and kier-boiling. 1

A Instead of using as starting material a imethyl5.6-dihalogenhydroxythionaphthene there may also be used as such a8-methyl-4.5- dihalogen-1-thioglycol-2-carboxylicacid,provided that thelatter is transformed by the existing conditions of the reaction intothe corresponding hydroxythionaphthene or a reactive derivativethereof." i

The properties of the dyestuffs obtainable by the present process may beconsiderably improved by further halogenatin, ;vthem in the usualmanner. The color of the dyestuffs is thereby not only changed to thedesired blue tint, but their fastness to kierboiling is also enhanced ir The following example illustrates our invention, the parts being byweight:

24 parts of 4l-methyl-5.6-dichloro-3-hydroxythionaphthene are dissolvedin alcohol and an'alkali and mixed with an alcoholic solution of 25parts of L-nitrosodimethylarij iline. After havingstirred the mass foraV short time, the i-methyl-5.6-dichloro-2e3-dihydro 3ketothiqnaphthene-Q- (V-dimethylamino) -anil separates completely. It isfiltered'by suction and boiled for several hours together with 28 partsof 4-bro-mo-32 (3-hydroxy-l thiophene) naphthalene: 7

A c1 I ti n cl s s This application is a division of our copending U. S.applicationlSer. No; 106,492 filed May 3, 1926. "r V Weclaim:

1. As new products the vatdyestuffslof the general formula: a

wherein X represents hydrogen which may be replaced by'halog'en, 4 I

. 2. As new. products,""the vat dyestuffs of the general formula: 1 U 1whereinXrepresents hydrogen'which may fl 106 be replaced by halogen. A

and 400 parts of glacial acetic acid. After 160:: I

mam

' 3. As anew product, the Vat dyestufi of the formula: I

being a dark violet powder, dissolving in nitrobenzene to a bluish-redsolution With :1 Vi olet fluorescence and yielding a yellowish-red Valfrom which cotton is dyed Violet tints of particularly good propertiesas to fastness.

In testimony whereof, We aifix our signatures. v

HERMANN WAGNER.

RUDOLF BRUNE. MAX HESSENLAND. E Rl/V IN HOFFA. FRITZ MULLER. HANS HEYNA.

